DE1089725B - Process for the simultaneous dyeing and antistatic rendering of textile materials based on polyacrylonitrile - Google Patents
Process for the simultaneous dyeing and antistatic rendering of textile materials based on polyacrylonitrileInfo
- Publication number
- DE1089725B DE1089725B DEF25046A DEF0025046A DE1089725B DE 1089725 B DE1089725 B DE 1089725B DE F25046 A DEF25046 A DE F25046A DE F0025046 A DEF0025046 A DE F0025046A DE 1089725 B DE1089725 B DE 1089725B
- Authority
- DE
- Germany
- Prior art keywords
- antistatic
- polyacrylonitrile
- dyeing
- textile materials
- materials based
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 238000004043 dyeing Methods 0.000 title claims description 9
- 239000000463 material Substances 0.000 title claims description 9
- 238000000034 method Methods 0.000 title claims description 7
- 229920002239 polyacrylonitrile Polymers 0.000 title claims description 7
- 239000004753 textile Substances 0.000 title claims description 3
- 238000009877 rendering Methods 0.000 title 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 12
- 239000000975 dye Substances 0.000 claims description 7
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 239000000981 basic dye Substances 0.000 claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 4
- 238000009987 spinning Methods 0.000 claims description 4
- 239000004215 Carbon black (E152) Substances 0.000 claims description 3
- 239000002202 Polyethylene glycol Substances 0.000 claims description 3
- 229930195733 hydrocarbon Natural products 0.000 claims description 3
- 229920001223 polyethylene glycol Polymers 0.000 claims description 3
- 238000009941 weaving Methods 0.000 claims description 3
- 125000003827 glycol group Chemical group 0.000 claims 2
- 239000000047 product Substances 0.000 description 5
- 238000002360 preparation method Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- 150000003973 alkyl amines Chemical class 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 3
- 239000000835 fiber Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- REYJJPSVUYRZGE-UHFFFAOYSA-N Octadecylamine Chemical compound CCCCCCCCCCCCCCCCCCN REYJJPSVUYRZGE-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000002216 antistatic agent Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 239000002657 fibrous material Substances 0.000 description 2
- -1 hydrocarbon radical Chemical group 0.000 description 2
- 229920002994 synthetic fiber Polymers 0.000 description 2
- 239000012209 synthetic fiber Substances 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 1
- 235000013162 Cocos nucifera Nutrition 0.000 description 1
- 244000060011 Cocos nucifera Species 0.000 description 1
- MHZGKXUYDGKKIU-UHFFFAOYSA-N Decylamine Chemical compound CCCCCCCCCCN MHZGKXUYDGKKIU-UHFFFAOYSA-N 0.000 description 1
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- CZZYITDELCSZES-UHFFFAOYSA-N diphenylmethane Chemical compound C=1C=CC=CC=1CC1=CC=CC=C1 CZZYITDELCSZES-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 230000006203 ethylation Effects 0.000 description 1
- 238000006200 ethylation reaction Methods 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 150000008040 ionic compounds Chemical class 0.000 description 1
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003141 primary amines Chemical class 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 150000003335 secondary amines Chemical class 0.000 description 1
- 239000003760 tallow Substances 0.000 description 1
- 239000001016 thiazine dye Substances 0.000 description 1
- 239000001018 xanthene dye Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G79/00—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule
- C08G79/02—Macromolecular compounds obtained by reactions forming a linkage containing atoms other than silicon, sulfur, nitrogen, oxygen, and carbon with or without the latter elements in the main chain of the macromolecule a linkage containing phosphorus
- C08G79/06—Phosphorus linked to carbon only
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G12/00—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen
- C08G12/02—Condensation polymers of aldehydes or ketones with only compounds containing hydrogen attached to nitrogen of aldehydes
- C08G12/40—Chemically modified polycondensates
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/39—Aldehyde resins; Ketone resins; Polyacetals
- D06M15/423—Amino-aldehyde resins
- D06M15/43—Amino-aldehyde resins modified by phosphorus compounds
- D06M15/431—Amino-aldehyde resins modified by phosphorus compounds by phosphines or phosphine oxides; by oxides or salts of the phosphonium radical
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/44—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
- D06P1/60—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing polyethers
- D06P1/607—Nitrogen-containing polyethers or their quaternary derivatives
- D06P1/6076—Nitrogen-containing polyethers or their quaternary derivatives addition products of amines and alkylene oxides or oxiranes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/70—Material containing nitrile groups
- D06P3/76—Material containing nitrile groups using basic dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Coloring (AREA)
Description
DEUTSCHESGERMAN
Vollsynthetische Fasermaterialien, wie Flocke, Kammzug oder endlose Fäden, laden sich durch Reibung bei der Verarbeitung sehr leicht elektrostatisch auf, wodurch erhebliche Verarbeitungsschwierigkeiten hervorgerufen werden. Zur Verhinderung der elektrostatischen Aufladung derartiger Materialien hat man diese bisher mit Mitteln behandelt, die eine Erhöhung des elektrischen Leitvermögens bewirken. Als antistatische Mittel hat man anorganische Salze wie auch anionische, kationische und nichtionogene Verbindungen eingesetzt, die man auf das ungefärbte Material oder nach dem Färben aufgetragen hat. Diese Behandlung erfolgt z. B. beim Kammzug vorzugsweise auf der Lisseuse, wobei im letzten Spülbad das Präparationsmittel eingesetzt wird. Eine weitere Naßbehandlung erfolgt dann nicht mehr vor dem Spinnprozeß, um ein Ausspulen des wirksamen Präparationsmittels zu vermeiden. Soweit ungefärbtes Material erst nach dem Spinnen und Weben gefärbt wurde, hat man die Präparation vor dem Färbebad ausgespült, um eine Beeinträchtigung der Färbung zu vermeiden.Fully synthetic fiber materials such as flake, sliver or endless threads, are very easily charged electrostatically due to friction during processing, which means that considerable processing difficulties are caused. To prevent electrostatic charge Such materials have hitherto been treated with agents that increase the electrical conductivity cause. As antistatic agents, there are inorganic salts as well as anionic, cationic and non-ionic compounds used, which are applied to the uncolored material or after dyeing Has. This treatment is carried out e.g. B. preferably on the Lisseuse in the ridge draw, with the last rinsing bath the preparation agent is used. No further wet treatment takes place before the spinning process, to avoid rinsing out the effective spin finish. As far as uncolored material first after the spinning and weaving was dyed, the preparation was rinsed out before the dyebath to avoid a To avoid deterioration of the coloring.
Als antistatische Mittel hat man auch bereits Oxäthylierungsprodukte von primären oder sekundären Aminen empfohlen. Hierbei hat man jedoch Produkte verwendet, die bis zu 50 Mol Äthylenoxyd enthalten.Ethylation products are also already available as antistatic agents recommended by primary or secondary amines. Here, however, products have been used which contain up to 50 moles of ethylene oxide.
Es wurde nun gefunden, daß ein geringer Zusatz niedrig oxäthylierter Fettamine sich beim Färben von Polyacrylnitrilfasern mit basischen Farbstoffen nicht störend auswirkt und auch nach dem Spülprozeß noch einen guten antistatischen Effekt bewirkt, so daß man vollsynthetisches Fasermaterial auf Basis Polyacrylnitril gleichzeitig mit basischen Farbstoffen färben und antistatisch ausrüsten kann, wenn man dem Färbebad Verbindungen der allgemeinen FormelIt has now been found that a small addition of low oxyethylated fatty amines is useful when dyeing Polyacrylonitrile fibers with basic dyes do not have a disruptive effect and even after the rinsing process causes a good antistatic effect, so that one fully synthetic fiber material based on polyacrylonitrile at the same time dyeing with basic dyes and antistatic finish if you put the dye bath Compounds of the general formula
Verfahren zum gleichzeitigen FärbenSimultaneous dyeing method
und Antistatischmachenand antistatic
von Textilmaterialien auf Basisof textile materials based
PolyacrylnitrilPolyacrylonitrile
Anmelder:Applicant:
Farbwerke Hoechst AktiengesellschaftFarbwerke Hoechst Aktiengesellschaft
vormals Meister Lucius & Brüning,formerly Master Lucius & Brüning,
Frankfurt/M., Brüningstr. 45Frankfurt / M., Brüningstr. 45
Dr. Joseph Nüsslein, Frankfurt/M.,Dr. Joseph Nüsslein, Frankfurt / M.,
und Dr. Adolf Vogt, Bad Soden (Taunus),and Dr. Adolf Vogt, Bad Soden (Taunus),
sind als Erfinder genannt wordenhave been named as inventors
R—n:R — n:
zusetzt, worin R einen Kohlenwasserstoffrest mit mindestens 10 Kohlenstoffatomen, vorzugsweise 16 bis
20 Kohlenstoffatomen, X und Y einen Äthylenglykol- oder Polyäthylenglykolrest mit insgesamt 2 bis 6, vorzugsweise
2 bis 3 Äthylenglykolgruppen bedeuten.
Als Verbindungen der allgemeinen Formeladded, wherein R is a hydrocarbon radical with at least 10 carbon atoms, preferably 16 to 20 carbon atoms, X and Y an ethylene glycol or polyethylene glycol radical with a total of 2 to 6, preferably 2 to 3 ethylene glycol groups.
As compounds of the general formula
X
R — N,X
R - N,
kommen Umsetzungsprodukte von Fettaminen mit mindestens 10 Kohlenstoffatomen, beispielsweise Decylamin, Lauryl-, Palmityl-, Oleyl-, Stearylamin, Palmkernfettalkylamin, Talgfettalkylamin, Cocosfettalkylamin, Äthyllauryl-amin, Methyl-pahnityl-amin u. ä. mit insgesamt 2 bis 6 Mol Äthylenoxyd in Betracht. An Stelle einheitlicher Umsetzungsprodukte können auch Mischungen der genannten Verbindungen oder Oxäthylierungsprodukte technischer Gemische von Aminen, wie sie aus natürlichen Fettsäuren und Gemischen derselben gewonnen werden, verwendet werden.there are reaction products of fatty amines with at least 10 carbon atoms, for example decylamine, Lauryl, palmityl, oleyl, stearylamine, palm kernel fatty alkylamine, Tallow fatty alkylamine, coconut fatty alkylamine, ethyl lauryl amine, Methyl-pahnityl-amine and the like with a total of 2 to 6 moles of ethylene oxide into consideration. Instead of uniform reaction products, mixtures of the compounds mentioned or Oxäthylierungsprodukte technical mixtures of amines, such as those from natural Fatty acids and mixtures thereof are obtained, can be used.
Die Konzentration der gemäß dem Verfahren der vorliegenden Erfindung dem Färbebad zuzusetzenden Produkte kann in gewissen Grenzen schwanken. Üblicherweise wird man etwa 0,15 bis 0,3 g/l wirksame Substanz der Produkte verwenden. Eine zu hohe Konzentration des Zusatzes bewirkt eine deutlich in Erscheinung tretende Zurückhaltung des Farbstoffes.The concentration of those to be added to the dye bath according to the method of the present invention Products can fluctuate within certain limits. Usually about 0.15 to 0.3 g / l of active substance will be used of the products. Too high a concentration of the additive causes a clear appearance increasing reluctance of the dye.
Das Verfahren der vorliegenden Erfindung gestattet es, das Färben von Polyacrylnitril-Fasermaterialien mit basischen Farbstoffen, wie Triphenyl- oder Diphenylmethanfarbstoffen, Xanthenfarbstoffen, Azin- oder Thiazinfarbstoffen, gleichzeitig mit der antistatischen Ausrüstung vor dem Spinnen und Weben vorzunehmen, so daß ein Präparieren im Anschluß an das Färbebad entfällt. Die vorliegende Arbeitsweise gestattet also, Färben und Präparieren in einem Bad und in einem Arbeitsgang vorzunehmen.The method of the present invention allows the dyeing of polyacrylonitrile fiber materials with basic dyes, such as triphenyl or diphenylmethane dyes, xanthene dyes, azine or Thiazine dyes, to be carried out simultaneously with the antistatic finish before spinning and weaving, so that preparation after the dyebath is not necessary. The present way of working thus allows Dyeing and preparation in one bath and in one operation.
100 g reine Polyacrylnitrilfasern werden im Flottenveihältnis 1:50 in einem Bad gefärbt, das 2°/0 Methylenblau BB extra stark (Schultz Farbstofftabellen, 7. Auflage, Nr. 1038), 1% Essigsäure (30°/0ig) und 0,5 g/l des Anlagerungsproduktes von 2 Mol Äthylenoxyd an 1 Mol Stearylamin (33% aktive Substanz) enthält. Man geht100 g of pure polyacrylonitrile fibers are dyed in a bath in a liquor ratio of 1:50, the 2 % / 0 methylene blue BB extra strong (Schultz dye tables, 7th edition, No. 1038), 1% acetic acid (30% / 0 ig) and 0, Contains 5 g / l of the adduct of 2 moles of ethylene oxide with 1 mole of stearylamine (33% active substance). One goes
009 609/363009 609/363
bei 6O0C mit der Ware ein, erhöht die Temperatur innerhalb von 45 Minuten zum Kochen und färbt I1Z2 Stunden in kochender Flotte. Anschließend wird die gefärbte Ware gespült, bis das Spülbad klar ist.at 6O 0 C with the goods, increases the temperature within 45 minutes to boiling and dyes I 1 Z 2 hours in boiling liquor. The dyed goods are then rinsed until the rinsing bath is clear.
Nach dem Trocknen ist das gefärbte Fasermaterial gleichzeitig antistatisch ausgerüstet und läuft einwandfrei über die Krempel. Während ein Material, das ohne den Zusatz des Oxäthylierungsproduktes gefärbt wurde, einen Megohmwert von 180000 zeigt, liegt der Megohmwert der wie vorstehend beschrieben behandelten Faser bei 730 Megohm.After drying, the dyed fiber material is antistatic at the same time and runs perfectly over the clutter. While a material which has been colored without the addition of the oxethylation product, shows a megohm value of 180,000, the megohm value of the fiber treated as described above is at 730 megohms.
Claims (2)
R — N,X
R - N,
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF25046A DE1089725B (en) | 1958-02-14 | 1958-02-14 | Process for the simultaneous dyeing and antistatic rendering of textile materials based on polyacrylonitrile |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF25046A DE1089725B (en) | 1958-02-14 | 1958-02-14 | Process for the simultaneous dyeing and antistatic rendering of textile materials based on polyacrylonitrile |
| DEF25048A DE1061513B (en) | 1958-02-14 | 1958-02-14 | Process for the production of incombustible, phosphorus-containing condensation resins |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1089725B true DE1089725B (en) | 1960-09-29 |
Family
ID=25974107
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEF25046A Pending DE1089725B (en) | 1958-02-14 | 1958-02-14 | Process for the simultaneous dyeing and antistatic rendering of textile materials based on polyacrylonitrile |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE1089725B (en) |
-
1958
- 1958-02-14 DE DEF25046A patent/DE1089725B/en active Pending
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